My Exhibitionist Best Friend Pt 08

Chqpter 8

We took the next weekend off because of a big project, which was good because it gave me some time to put together a plan for the next adventure. We had basically unofficially decided that we would be going on some adventure just about every weekend now. We had for a couple weekends in a row, and both of us were enjoying them so much that we were prioritizing it over any other things we would normally do on a weekend. And planning was starting to take up a lot of my time during the week too. Not that it was that hard to put a plan together, but more because I had a lot of fun fantasizing about putting Emily in the various situations I dreamed up.

And I had a lot of ideas about our recent talk, when she shared a lot of her fantasies with me. All of the things she dreamed of but was terrified to do. Those were the most fun to imagine. As we had been doing the last few weeks, this weekend needed to be a step up, and I had a clear direction. She wanted to be naked in her normal life, out in public, and let as many people see her as possible. I could find a way to do that, while keeping her safe.

So I texted her on Thursday. "We are going on a trip this weekend. Saturday, leaving at noon. We can get lunch on the way. We'll be back around dinner."

She texted back "Perfect!"

The exact itinerary would be a secret to her of course, but it was planned to hit a couple of her fantasies all at once and I was super excited to see how she reacted.

We left right on time, with her greeting me with that same nervous and excited energy as always. It was getting a bit cold by this point of the year, so she was wearing jeans and a t shirt, but she brought a bag that she said held the disguise and a dress that was easier to remove. We started heading east from our small college town. The target was a point a little over 2 hours away. The reason for that was increased anonymity. If she wanted to get riskier but still be safe, that meant we had to travel.

We just talked and listened to the radio for a little bit at first, but eventually she asked when she would be able to get undressed. She obviously wanted it soon, but I told her after lunch and changed the subject for now. About 30 minutes later, we came to the exit I was looking for and I pulled off the highway. There was a couple fast food place, so I let Emily pick. Burger King was the choice, so I went towards that parking lot, but parked at the back, far from the building.

"Ready to start?" I asked her, eliciting a surprised face from her.

"Here? What am I doing?" she said as she started to intently look around.

"This is just a little warm up. It's going to barely be anything yet. Just take off your top and we're going to go through the drive through."

"Oh that's nothing," she said as she started to pull her shirt off. No bra of course.

"This is just the start for today. And no disguise. We're far away, no one would know who you are," I told her.

She paused but agreed and rebuckled herself, now naked from the waist up. I pulled back out and we went through the drive through to order. Uneventful until we pulled up to the first window to pay. The guy could definitely see Emily, it was bright enough in the car. She smiled and said hello when he stared at her, but he didn't really respond, just gave me back my card. She laughed after we pulled away, enjoying herself so far.

The second window took longer as we waited for our food. But that just meant to 3 separate guys came to the window to ask if we needed anything else and to get a view. News of her tits obviously spread as we waited. Eventually, we got the food, and she waved goodbye to all the men in the window.

As we pulled out of the parking lot, she told me that she really enjoyed that. "Maybe I'll have to start going through drive throughs topless normally!" She wanted to start eating, but I said that there was a rest stop just a few minutes down the road, and I planned for us to have a quick picnic there, so she waited.

Quickly, we arrived and I parked strategically at the very end, right where we would get back on the highway quickly and a ways from the main buildings. The tables were more at the center of the area, in a little field of green. No shade, but it wasn't hot, so no issue. There were a couple cars there but not a ton and no one else at the tables. She had put her shirt back on before we arrived, though she complained that she wished she could just leave it off. I told her to be patient and she smiled. I could tell she was ready for exhibitionism on a new level now, that she needed it in a way that was allowing her to push right past the fear she showed in weeks past.

Our lunch was fairly quick. I think she ate fast because she assumed that would get her naked sooner, which was true. After we were done, I threw the trash away, ran over to grab the disguise bag, and sat back down to tell her what was next.

"Ok Emily. Over there, at the main building, there is a single companion restroom on the side of the building. We're going to go over there and go in, then I'll tell you what's next." She hopped up excitedly and looked around to survey the scene that would soon see her nude body. I pulled the door open for her to enter when we happily found the restroom unoccupied. With the door closed I continued. "You're going to give me all your clothes, I'm going to go back to the car, and then in a couple minutes, you're going to walk out of here and come join me. I want you to walk the whole way, it's really not that far. And then we are off to the next location. That's it."

"Ok!" she said. Her shirt came off first, and then she did a delicate dance to get her jeans and panties off without touching the bathroom floor too much. As she handed the clothes to me, she said "Wait, I need to pee, I should do it now since I don't know where we are going."

She stepped over to the toilet and sat. I was surprised, since she could have just done this after I left, but she seemed intentional with her decision. Another fantasy for her, I wondered? I initially looked away as I heard the stream begin, but she started talking, so I looked and saw that she was looking right at me with no shame to be peeing in front of me.

"So you're really telling me nothing of what else is happening today? Is it something that's going to scare me?" she asked. I refused to answer as usual, but she responded that she was excited anyway. She finished, telling me that she was ready for her walk.

I slipped out of the door and swiftly made my way back to the car. I wanted to be ready to peel out if there was an issue but also I wanted to watch, so I ended up standing in the open door, keys in the ignition. A minute passed. There were maybe 5 or 6 people total in view scattered around the site, but new cars arrived and left with some regularity. One arrived and parked about halfway between me and the building, so that would be a surprise for Emily. No one got out of the car yet, but they would absolutely get a great view of what was about to go down.

Then it happened, the door swung open and a naked girl took a step out, completely unaware of who was out there to see her. This was the least afraid I'd seen her I thought, because she didn't hesitate at all. One naked step in front of each other, causally looking around. One couple at the picnic area definitely noticed immediately because I saw an inconspicuous point and a long look, but that may have been the only spotting yet. Then another car drove by and obviously slowed down as they passed Emily to get a view. A guy emerged from the men's restroom and stopped by the building to watch her walk away from him. So she was getting a good sized audience considering the location.

But then, after 15 or so confident steps towards me, I heard the car door open and saw a middle age woman step out of that newly arrived car. She hadn't noticed Emily yet, but would. She stretched and stepped up to the sidewalk, turning right to face Emily about 15 feet away. How I wish I could have seen her face, but I was able to see Emily's. She had a slight pause for just a moment, but no visible adverse reaction. But she did have a smile break out across her face as she kept on pace towards me and the woman.

Both she and the woman kept walking straight towards each other, like chicken. As they neared, I could tell that the woman gave her a once over and I saw Emily say something, but then they were past each other. She casually walked for about 20 more feet, as if she wasn't even fully naked in a public place in broad daylight, and Emily was there to hop in the car.

We immediately left and got on the interstate, just to be cautious, but Emily was in no hurry to redress, instead buckling up naked. "Fun?" I asked her.

"Yes of course. But fast, too fast, barely anyone saw me! But it was nice to be out during the day. So yes, fun, but I hope there is more to come!" she replied with joy.

She remained naked about 15 minutes before I told her that she should probably redress. Traffic was getting heavier and it made me nervous, though she didn't care at all. She was in the exhibitionist high already. But she did cover up as asked, and we continued for a little over an hour.

I began to see signs for the city we were headed to and told her that was the next destination, perking her up. "Clothes on to start this one again by the way," I said with a laugh. This was a mid sized suburb city in the state next to ours, and unremarkable except for one specific and unique location that was our target: a sex shop. We didn't have any of those back near the college town, not that we would go to one nearby anyway for what we were going to do. I wouldn't be telling her this, but I had our events there carefully planned and couldn't wait to get it going.

The exit appeared and I told her, causing a big smile. I turned right, the shop was just ahead. "Ok Emily, this is just going to be a quick stop for some shopping," leading to some confusion on her face that quickly became more confused when I pulled into the lot and shut off the car.

"Here?" she asked. "Yes here, lets go in."

I had never been in a store like this, and she told me she hadn't either as we stepped inside. It was a bit intimidating at first, but I told her that we were just there to look around for ideas for new toys for her and then would continue on to a new location. I explained that I thought it was a good idea to get something special for her to use on these adventures, after the two performances she had shared with me recently. So we started wandering the aisles and commenting on the various odd and extreme toys and items on the racks. We were alone when we entered, but one other lone customer came in a few minutes later, shopping on the other side of the store. Five or so minutes in, and it felt like the time to start the challenge.

"Hey I had an idea. I think you should take your clothes off in here."

"What? In here? Can I do that?" she asked with shock at the idea, as if she hadn't just streaked a rest stop with no fear.

"Why not?" I replied.

"Uh a store is a little different than a park or a rest stop." She looked nervous.

"I don't see much difference. I definitely want you to do this, so go ahead. If you're nervous, we can go ask the guy at the counter if it's ok."

"Do I have to?"

"Yes" I said firmly.

Her hand gripped the bottom of her shirt but held it there in thought. "You'll go ask?" she finally said. "I just don't want to get in trouble, and this feels more dangerous than the rest stop."

I nodded, so we headed towards the front, but once there, I did something different that she expected. "Hi, my friend has a question for you," I said and then stepped back. I was going to make her do the talking and ask for permission.

She shot daggers at me and held her tongue for a second, trying to decide what to say. "Hi, yeah I have a very strange question for you. And it's totally cool if you think this would be a problem. But uh.." she said as she looked back at me, "would it be a problem if I took my clothes off in here and shopped naked for a few minutes?"

The guy behind the counter showed no surprise at all, and almost immediately replied "Sure, go for it."

Here was a secret that I would share with her later, the guy there knew we were coming and what she would be doing already. I emailed and called ahead the week before to set all this up, which took some work and convincing. I wasn't going to get us here and then risk it being as problem. I had assumed the guy would act with a little more surprise though, but Emily barely noticed his lack of reaction and instead turned to me with a nervous but thrilled smile.

I had hoped that indoors and in an unfamiliar location without any control would activate some nervous excitement for her, and it looked like I was right.

"Well go ahead," I said.

She stripped right there at the front counter of the store, shirt first and then pants, quickly since she didn't have much on to start with. I stacked the clothes up and left them right on the counter, and then led her on to continue shopping.

She walked slower and more purposefully now that she was naked, and kept her head up looking for that other customer in the store. I kept talking to her as we browsed, pointing out various items that could be fun to have. That other customer did end up finding us in the store and stopped for a nice long look at Emily. She was feeling more confident so she let him have a nice long look. After 5 minutes or so, I said, "Emily, I want you to pick a few toys out for us to use. I have some ideas if you want help."

"Sounds fun. What were you thinking?" she replied.

"Well, maybe a little bit of everything!" I said.

Ten minutes later, we had a small stack brought up to the counter. One remote control vibrator, one large dildo, a pack of bondage rope and a lock, a blindfold, some nipple clamps, and handcuffs. We were paying at the counter when 2 more customers came in, immediatly shocked at the naked girl in their sight.

"Hey you doing live demonstrations here now?" one said incredulously.

"No, just a customer," the employee replied, "But you are free to try any of this out here for us if you want" he said with a big grin to Emily.

"Uh maybe next time," she said with a laugh.

"Can I get a picture with you at least," one of the new customers said.

Emily looked at me with a thoughtful look on her face. We hadn't really talked about how she felt about pictures in this state of undress, so I had no idea how she was going to answer. She turned back to the guy and made up her mind. "Sure, why not. But just one rule, no face."

So she posed with the guy and pulled her hat brim down to block most of her face, just a hint of smile visible. A couple pictures were taken with the first guy, but then the second also wanted a picture and then the shop owner too. Emily smiled and posed unashamed for all 3. Now time to leave, I grabbed her stack of clothes and headed to the door, her following with no argument about getting dressed yet. I pushed the door open, checked the parking lot for trouble, and then ushered her out to the car, where I of course made her wait a minute while I got it unlocked.

"So you were ok with the pictures," I asked her once we were in the car.

"I think so. That was going to happen eventually, and at least I had the control to keep my face out of it. I think it's super hot actually that some strangers have a nude of me now."

"Well we can make that happen much more often then," I said teasingly. "Now we have about a half hour more drive to get to our last destination."

She remained naked for the drive again, but when we arrived at the entrance road for the nature preserve, I told her to get dressed, for now. This was a large park in the forest that was both remote and popular with hikers and bikers. There were main wide walking paths, more out of the way biking trails, and some dense forest hiking paths that connected it all together. This was a location very similar to some of the videos she showed me, so I was sure she knew that fun would be had.

I directed her to another bag in the backseat that had a different selection of clothes that I had her bring. This was more of a hiking look with more layers, for now. A sports bra, athletic bikini cut panties, a tank top, bike shorts, and walking shoes and socks. The parking lot we ended up at held 5 other cars, so I was glad that there was potential for more exposure.

"Here is the plan," I told her as we were getting out of the car. "We are going to start on the main trail and then branch off on a biking trail towards a clearing about a mile and a half away. Every quarter mile, you will have to remove something and leave it on the trail, and then finish the walk to the clearing naked. And finally, walk all the way back here to the car before getting dressed. Oh and you are not allowed to hide if we cross by anyone on the path. Just say hi and act like its all normal."

I could see her shiver with glee at the idea and she happily agreed with the rules. "I may walk fast," she said, "after the last couple hours, I really need to get naked again and find some more people!" If only the version of Emily from a few months ago that was nervous to be naked in her dorm in front of 2 friends could see her now.

So the walk began. It was boring and uneventful at first as she was still fully clothed. But she was right, she was walking fast so we soon made it to the first quarter mile stop.

"Ok, time to lose the shirt," I told her as we slowed.

"Gladly," she responded as she pulled the tank off. She smiled and twirled the shirt in her hand.

"Just hang it on one of those branches, make sure anyone coming by can see it," I instructed, and she did.

We continued to walk. A minute later, we passed another couple out on a walk on the main trail. Though she wasn't undressed at all yet, she was very hot in her skin tight shorts and accentuating sports bra. The guy definitely gave her a good look as we all passed on the trail. If only he has waited about 10 or 15 minutes. Before we got to the next quarter mile, we reached an intersection where we turned right. This was now a narrower trail meant for biking but still actively used.

Another few minutes and we hit the half mile mark. She was sliding her shorts down before I had really even stopped walking, leaving her now in just underwear. This was closer to what she wanted, but she had no desire to go slow getting to the next quarter mile, so we pushed on.

As we walked this stretch, I asked her what she thought about the sex shop and what we bought.

"Ooh well I was intimidated mostly at first. I haven't been around stuff like that before, I didn't even know a lot of that stuff existed!" she said. "But I like what we picked. Its embarrasing but I had been hoping we would eventually try some of that kind of stuff. The ropes and handcuffs got me excited right there in the store when you suggested them."

"Ok then we absolutely will find a reason to use them soon. I could just handcuff you to the trail head sign back in the parking lot if you want? Naked of course."

"Oh don't tease me with a good time Ben," she laughed back. I was 75% sure I could have done that to her that hour and she'd be up for it. But I left that stuff in the car, so no luck. However, I did bring one thing: the vibrator. She didnt know that yet.

"Speaking of naked, we're at the next quarter mile. Now its the bra Emily," I told her.

"Finally, I hated wearing this thing," she said as she shimmied the tight spandex top over her head, freeing her boobs to the woods and anyone out there. She hooked it on a tree right by the trail and we kept walking.

A minute or two later, we both heard a rustling approaching and realized that it was a biker coming up behind us. "Just act normal, ok?" I told Emily. I could sense that the biker was slowing down right behind us, so we pulled off a little bit to the side to let him pass. Emily turned herself to face her nakedness towards the path, making sure she was seen. As the biker slowly passed, I saw him give a good long look at the set of tits presented to him. We both gave a friendly hi, and the biker continued on so we kept walking as well. Actually that encounter was very unexciting compared to what had happened so far today, and I was about to say that to her when I again heard the rustling of a bike and saw that biker again, but now coming towards us.